This paper contributes to progressing On-Farm Experimentation (OFE) implementation sciences by describing four pragmatic strategies to engage farmers and agricultural stakeholders in OFE, with an emphasis on the role of digital technologies. Engagement entry points were progressively identified for 2 years (2019–2021) interacting with far- mers, researchers and government representatives in the remote subpolar environment of the Falkland Islands, where farmer-centric research and digital tools are not com- monly relied upon in agriculture. The paper reflects critically on these experiences and demonstrates: 1) the usefulness of digital soil and vegetation maps in co-defining salient OFE research questions, 2) how a consultation process can lead to the successful introduction of digital technologies to enable large-scale OFE in remote rangelands, 3) how to improve the development of OFE processes by taking into account farmer profiles and inclusivity, and 4) the key role multi-party Innovation Ecosystem Platforms can play in scaling OFE value beyond the farm gate. Our conclusions include that rules of engagement may often remain informal in OFE, however that successful scaling is indissociable to adequate insertion into the insti- tutional and political context, and therefore that leadership acknowledgement must be secured. A difficulty is that Farmer-based Research, including OFE, must be given room to explore and build synergies. However, most institutions senior leaders and de- cision-makers need clearly predefined project outputs to “hang their hats” on in order to gain political acceptance. The challenge resides in convincing these leaders of the validity of supporting open projects where the outcomes are yet-to-be-known because they are framed by farmers’ individual needs rather than broad industry objectives that usually form the basis for project development. 153 DOI : 10.17180/NP12-JB28 We argue that evolving institutional culture can be achieved through a strong focus on strengthening the OFE process, by reporting on experiences on how deliberate change is achieved in practice. Proactive critical reflexive monitoring is the first step toward the development of protocols for engagement required at all levels (farmers, industry partners, institutions, leadership, policy) that are sufficiently explicit to be useful yet flexible enough to enable adaptation.